He has represented the state eight times in the national volleyball championship and won numerous medals.

His notable ascent in the political arena came to the forefront in the year 2000 when he helped his father to clinch victory from Haryana's Rori Assembly constituency under the banner of the Indian National Lok Dal (INLD).

[7] During his tenure as the representative of his constituency, Chautala oversaw the establishment of the Chaudhary Devi Lal Memorial College in Panniwala Mota, dedicated to engineering education.

During the 2014 Indian general elections, Chautala guided the Indian National Lok Dal (INLD) to secure 2 Lok Sabha seats amidst a formidable electoral surge favouring the Narendra Modi-led Bharatiya Janata Party wave.

On 27 January 2021, Chautala resigned as the sole MLA from the party citing the BJP-led Union government’s refusal to accept farmers’ demands.

[10] Chautala lost the seat to Bharat Singh Beniwal of the Indian National Congress in the 2024 Haryana Legislative Assembly election.